Alkynes as Synthetic Equivalents of Ketones and Aldehydes: A Hidden Entry into Carbonyl Chemistry

• Published in: Molecules (Basel, Switzerland) Vol. 24; no. 6; p. 1036
• Main Authors: Alabugin, Igor V., Gonzalez-Rodriguez, Edgar, Kawade, Rahul Kisan, Stepanov, Aleksandr A., Vasilevsky, Sergei F.
• Format: Journal Article
• Language: English
• Published: Switzerland MDPI AG 15.03.2019; MDPI
• Subjects: acetals; aldehydes; alkynes; carbonyl compounds; catalysis; Chemistry; condensations; cyclizations; electronic structure; Energy; Hydration; ketones; nucleophilic addition; Oxidation; rearrangements; Review; cyclizations; aldehydes; acetals; alkynes; electronic structure; rearrangements; catalysis; condensations; ketones; carbonyl compounds; nucleophilic addition

The high energy packed in alkyne functional group makes alkyne reactions highly thermodynamically favorable and generally irreversible. Furthermore, the presence of two orthogonal π-bonds that can be manipulated separately enables flexible synthetic cascades stemming from alkynes. Behind these “obvi...